Dioctylamine-adipic acid resin and the production thereof



' Patented Feb. 4, 1941 UNITED STATES PATENT OFFICE mocnLAmNa-Anmc ACIDnssnw AND 'rrm raonuc'non 'rmmnor Almon G. Hovey,

Birmingham, and Theodore S.

Hodgins,.Boyal Oak, Mich assignors to Reich- Formerly Beck, Keller 82 6Claims. (01. 26078).

The invention relates broadly to improvements application being acontinuation-in-part of our.

5 co-pending application Serial No, 147,569, flied June 10, 1937, nowPatent No. 2,153,801, dated April 11, 1939, the disclosure of which ishereby incorporated by reference as part of the disclosure of thepresent case.

In the manufacture of alkyd resins it has been proposed to substitutethe polyhydric alcohols, in whole or in part, by triethanol amine, whichis an hydroxylated amine, and to react such hydroxylated aminewith anorganic carboxylic acid. 15 In such reaction, however, the triethanolamine acts in a manner similar to glycerol and other polyhydric alcoholscustomarily employed in the manufacture of alkyd resins, owing to thepresence of the'hydroxyl groups which react with go the organic acid inthe well known manner.

It has been proposed to employ certain organic amines in minorproportion as modifying agents in connection with various otheringredients employed in the manufacture of synthetic [,5 products.Furthermore various polyamines have been reacted with certain organicacids.

We have discovered that valuable resinous products having distinctiveproperties may be produced by reacting adipic acid and dioctylamine.

=80 'Ihc'following exampleis given by way of illustration:

' Exampze One mol of adipic acid was reacted byfusing with one 'mol ofdioctylamine at 136-270" C. for 30 minutes. The resulting water-white,resinous product had a cure time'on the hot plate at 200 C. of 25seconds, The resin was insoluble in water and soluble in acetone,alcohol and toluol, and

to a limited extent in mineral spirits. This is useful as a component ofa flexible baking enamel, or as a plasticizing resin for lacquers.

We claim:

1. A water-white resinous. product produced 5 by fusing together one.mol of adipic acid and one mol of dioctylamine, which product has acure time on a. hot plate of 25 seconds at 200 0., is insoluble inwater, soluble in acetone, alcohol and toluol and to a limited extent inmineral spirits, said acid and said amine constituting the principalreacting ingredients,

2; A resinous product formed by fusing together adipic acid anddioctylamine, said acid and amine constitutin the principal reactingingredients.

3. A water-white resinous condensation product insoluble in water butsoluble in acetone", alcohol and toluol, and to a limited extent inmineral spirits, said product being formed by fusing one 'mol of adipicacid with one mol of dioctylamine, said acid and said amine constituting the principal reacting ingredients.

4.'A process which comprises fusing together dioctylamine and adipicacid to produce a resin- 2 ous reaction product, said acid and saidamine constituting the principal reacting ingredients.

5. A process which comprises fusing together one mol of adipic acid andone mol of dioctylamine'to produce a resinous reaction product, saidacid and said amine constituting the princi pal reacting ingredients. ar

6. A process which comprises fusing togetherone mol of adipic acid andone mol of dioctylamine at about 136-270 said acid and said amineconstituting the principal reacting ingredients.

' ALMON G. HOVEY.

THEODORE S. HODGINS.

C. for about 30 minutes,

